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Holiday houses in Leland

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Quick stats about holiday rentals in Leland

  • Total holiday rentals

    Explore 40 holiday rentals in Leland

  • Nightly prices starting at

    Leland holiday rentals start at $306 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,140 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Leland holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Leland rentals

  • 4.9 Average rating

    Leland stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated holiday rentals in Leland

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
The exterior of the house is characterized by natural wood cladding, featuring a clean design with a large entryway. The warm tones of the wooden panels are complemented by minimal landscaping elements, creating a welcoming appearance.
Home in Leland
4.91 out of 5 average rating, 66 reviews

Modern Courtyard Home Featuring Art + Light

The Box Haus is a modern style home in the heart of the village of Leland. The space has 3 spacious bedrooms & 2.5 Bathrooms. All on a single level with finished concrete flooring with open layout. The open room includes kitchen, dining and living areas. Floor to ceiling windows with lots of natural light. Tan, read, or simply take a siesta on the deck at the private & cozy courtyard. Everything is close. Walk or ride to beaches, village dining, and shopping, Fish Town and Leland Harbor.

FamilyLocationGetting around

Top Guest favourite
The home's inviting porch features a swing adorned with floral fabric. Bright, yellow mums and a sunflower wall decoration add warmth to the entrance. The exterior is complemented by red shutters and a welcoming front door, framed by lush greenery and trees.
Home in Leland
5.0 out of 5 average rating, 50 reviews

Quaint Home near Fishtown Leland

Nestled in the heart of downtown Leland, you are a short walk to sugar-sand beaches, artisan shops, boutiques, eateries, coffee shops, wineries, breweries, tennis courts, ball fields, hiking trails, golf courses and wedding venues. Just steps from the Leland river for kayaks, paddle boards, boat launches, rentals and that fresh morning swim. Enjoy quick access to six Lake Leelanau and Lake Michigan beaches. A perfect spot for couples or families looking to explore the many wonders of Leelanau!

FamilyValueQuiet

Guest favourite
A cozy living area features a mix of natural wood panels and large windows providing ample light. A comfortable sofa, colorful accent pillows, and chairs accommodate relaxation. A small dining table is neatly arranged, and a TV sits atop a low media console in this inviting space.
Guesthouse in Lake Leelanau
4.95 out of 5 average rating, 567 reviews

Minnow: Fab Eco Guesthouse

Stylish, one room living in gorgeous, central Leelanau- bustling village of Lake Leelanau, close to Leland. Our guesthouse is light & bright , overlooking the beauty of the gardens from a warm & cozy space. We welcome visitors & hope you find comfort in our eco-friendly, solar powered tiny home. A big comfy sofa, snug loft bed, soft sheets, walk-in shower, mini fridge. Great main rd location in village center, easy walk to wineries, restaurants, & grocery. Perfect base for relaxing & exploring!

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Guest favourite
Home in Northport
4.93 out of 5 average rating, 15 reviews

New! Award-Winning Chameleon House & Hot Tub

Welcome to the one and only award-winning Chameleon House -- a 32-foot-high, 9-level modern-industrial masterpiece designed by San Francisco’s renowned Anderson Anderson Architects. This published, trophy-worthy home is unlike anything else, both an architectural landmark and a living work of art. The innovative translucent polyethylene siding reflects and mimics the surrounding landscape and sky, transforming with the seasons. Inside, warm birch wood panels soften the sleek steel construction.

LocationValueNearby

Top Guest favourite
Home in Lake Leelanau
4.92 out of 5 average rating, 303 reviews

The Sweetbriar

This beautifully remodeled 100-year-old home was taken down to the studs and is now essentially brand new. The stunning new kitchen features gas cooking and new appliances, perfect for cooking and entertaining. The spacious, brand-new bathroom boasts a luxurious walk-in shower and soaking tub for ultimate relaxation. Smart TVs, high-speed Wi-Fi, and a cozy gas fireplace ensure your comfort. Don’t miss the screened-in porch—it’s the perfect spot to unwind and enjoy the surroundings!

LocationFamilyPets

Top Guest favourite
A light and airy bedroom features a spacious bed adorned with crisp white linens. Natural light floods in through two windows, complemented by soft beige curtains. Matching bedside lamps illuminate the room, while a decorative pillow adds a subtle touch of color against the simple backdrop.
Cottage in Lake Leelanau
4.91 out of 5 average rating, 202 reviews

Vineyard Cottage | Barrel Sauna on a Vineyard!

The Vineyard Cottage is a charming 4-bedroom home located in the heart of Leelanau's wine country by Aurora Cellars. This property overlooks estate vineyards, the boutique winery, and beautiful rolling countryside. Enjoy our barrel sauna with panorama views! Aurora Cellars is open year round, so stroll over and have a glass of wine or flight during your stay and enjoy the beautifully manicured property and vineyard trails or explore Leelanau County from this centrally located oasis.

ValueFamilyNearby

Top Guest favourite
A cozy living room features a mix of comfortable seating options, including a red sofa and an armchair. Natural light fills the space, highlighting the fireplace and the soft rug beneath a wooden coffee table. Light blue curtains frame the windows, enhancing the warm ambiance.
Home in Leland
4.99 out of 5 average rating, 73 reviews

Leland Home + Pickleball Ct. + 2200ft +Backyard

Our newer, cozy home is roughly one mile from downtown Leland. Enjoy outdoor lawn games in the park like setting on this several acre parcel. We are minutes away from the best beaches, hiking trails and restaurants in Leelanau County. After a day of exploring the scenic area come back to the cozy retreat in the privacy of your own home. Or perhaps, challenge your friends to a pickleball match on your own court. Either way, this is the place for you to create unforgettable memories.

LocationFamilyNearby

Top Guest favourite
The cabin is nestled among tall grasses and wildflowers, with a large tree providing shade. Its dark exterior contrasts with the vibrant colors of the surrounding nature. The roof is metallic, and multiple windows reflect the greenery of the wooded area in the background.
Cottage in Northport
5.0 out of 5 average rating, 337 reviews

The Granary Northport . Rustic Modern Seclusion

Voted one of the top 85 Airbnbs by Conde Nast Traveler. The Granary is a lovingly restored two bed + one bath cabin located on 12 wooded acres with a secluded Lake Michigan beach nearby. A short drive to town will give you access to restaurants, groceries, breweries and wineries. Dogs are welcome! Please message us to discuss bringing more than 1. Absolutely no cats or other pets are allowed. We do not have a TV, but we do have fiber optic high speed internet.

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Superhost
A modern structure is nestled among tall trees, showcasing large windows that reflect the surrounding autumn foliage. A wooden walkway leads through vibrant vegetation, enhancing the connection between nature and the home.
Home in Lake Leelanau
4.98 out of 5 average rating, 40 reviews

Hygge Sunrise Lane

Sunrise Lane is the OG - the first home built by Hygge Supply. The home sits on a tranquil stretch of preserved wetland that leads to lakeside access to stunning Lake Leelanau. The floor-to-ceiling windows allow you to feel one with the outdoor surroundings. Views of tamarack trees, cattails, and wetland flowers, the wildlife thrives on this protected piece of property, so expect to see deer, rabbits, squirrels, birds, fireflies, and an occasional bobcat sighting.

FamilyValueComfort

Top Guest favourite
The house is situated amidst tall grass, featuring a modern design with large glass windows that reflect the warm glow from within. The open layout invites views of the surrounding trees and natural setting, creating a harmonious connection with the outdoors.
Home in Northport
4.99 out of 5 average rating, 119 reviews

Seeblick Haus- Modern cabin with water views

Seeblick Haus is a small vacation home for 4 people on a secluded, very private site in Northport. The cabin's contemporary design features an open floor plan, and the house is designed around the property's natural setting to provide a 270-degree view of Grand Traverse Bay and the surrounding orchards. Large windows offer a sense of being close to nature in all seasons, and the wrap-around porch extends the living space outdoors.

ValueLocationSleep quality

Guest favourite
A cozy living room features a sectional couch positioned around a coffee table. A white brick fireplace serves as a focal point. Natural light filters through windows, highlighting wall decor and woven baskets. A textured area rug covers the hardwood floor, contributing to the inviting ambiance.
Cottage in Cedar
4.94 out of 5 average rating, 142 reviews

Cozy Good Harbor Cottage with hot tub & fireplace

Welcome to our thoughtfully designed 1940's cottage in the woods just minutes from Good Harbor Beach. This quiet retreat gives you access to the wine, food, and nature the Leelanau Peninsula is known for. Enjoy the outdoor fire pit, charcoal grill, fast wifi, Smart TV, and well-appointed kitchen. Sound travels so please be respectful of our neighbors. Sorry, no parties or events. All are welcome.

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Top Guest favourite
Apartment in Leland
5.0 out of 5 average rating, 8 reviews

Robin's Nest in Leland

Experience the charm of Leland from this newly renovated 2-bedroom apartment, perfectly situated on Main Street. Enjoy a king bedroom with a toddler bed, a queen bedroom, a full kitchen, and a balcony overlooking the vibrant town. Steps from Fishtown, the harbor, beaches, and top-rated restaurants, this apartment offers the perfect blend of comfort and convenience for your Leland getaway.

LocationFamilyParking

Popular amenities for Leland holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Leland

Guest favourite
Home in Lake Leelanau
4.98 out of 5 average rating, 58 reviews

New A-Frame in wine country

FamilyValueGetting around

Top Guest favourite
A small outdoor dining table is set on a wooden deck, featuring two striped chairs. A bottle of wine and two glasses are placed on the table alongside two plates. In the background, a sunset illuminates the sky, with views of rooftops and Lake Michigan visible.
Condo in Leland
5.0 out of 5 average rating, 95 reviews

Two Fish Stay, Downtown, Overlooking Lake Michigan

FamilyLocationKitchen

Top Guest favourite
A wide sandy beach extends under a bright sky with soft clouds, where two figures stand near the water's edge. The sun casts shimmering reflections on the calm sea, highlighting the peaceful coastal landscape.
Home in Northport
5.0 out of 5 average rating, 38 reviews

Lake Michigan Beachfront Retreat

FamilyValueCondition

Top Guest favourite
Home in Lake Leelanau
5.0 out of 5 average rating, 19 reviews

Stone Cottage+2BR+Walk to Town+Near the Narrows

LocationFamilyOutdoor spaces

Guest favourite
A wooden dock extends into the calm waters of North Lake Leelanau, reflecting the warm hues of sunset. Two Adirondack chairs sit on the dock's edge, inviting relaxation while enjoying the serene view over the lake.
Cabin in Lake Leelanau
4.86 out of 5 average rating, 84 reviews

Classic Lakefront Camp

FamilyValueDecor

Top Guest favourite
The kitchen features a large island with six leather-covered stools, providing ample seating. Modern amenities are highlighted by stainless steel appliances and a stylish range hood. White subway tiles and natural light from nearby windows enhance the welcoming atmosphere.
Home in Lake Leelanau
4.98 out of 5 average rating, 57 reviews

Hillside Bungalow - hot tub, coffee bar, firepit!

LocationFamilyCondition

Superhost
Cottage in Omena
4.75 out of 5 average rating, 8 reviews

East Beach Cottage: Sandy | Secluded | 3 King Beds

LocationFamilyView

Guest favourite
Home in Leland
5.0 out of 5 average rating, 14 reviews

Family Friendly - Near Downtown Leland & Beach

FamilyLocationComfort

When is the best time to visit Leland?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$518 AUD$627 AUD$578 AUD$564 AUD$659 AUD$731 AUD$604 AUD$684 AUD$510 AUD$550 AUD$519 AUD$557 AUD
Avg. temp-8°C-7°C-2°C5°C12°C17°C19°C18°C15°C8°C1°C-4°C

Frequently Asked Questions

  • What are the best places to stay in Leland?

    Many guests choose rental homes or cottages near Leland’s village center, offering easy access to shops, restaurants, and waterfront views. Lakeside stays are frequently suggested for scenic relaxation.

  • What are the best things to do in Leland with kids?

    Families can explore the sandy beaches, visit the fish town for ice cream or fresh fish, and try boating or paddle sports. Many also enjoy browsing the small shops for local treats and souvenirs.

  • What are some of the best things to do in Leland?

    Explore historic Fishtown with its working shanties, visit galleries and boutiques, or relax along the waterfront. Outdoor activities like kayaking, fishing, and hiking nearby are often suggested.

  • How is the weather in Leland?

    Leland has cold winters, with temperatures around 12–29°F (-11 – -1°C) and snowfall, while summers are mild, reaching 55–76°F (13–25°C) with varying rainfall. Spring and fall bring comfortable hiking weather with cooler evenings.

  • When is the best time to visit Leland?

    Late spring through early fall is often recommended for milder temperatures, outdoor markets, and lake activities. Autumn draws guests with its colorful foliage and harvest events, while winter is quieter and suited for those who enjoy snow.

  • What are the best places to visit in Leland?

    Fishtown is popular for its preserved fishing shanties and vibrant dockside scene. Art galleries, village shops, and local wineries are also enjoyed by many visitors.

  • What are some hiking trails in Leland?

    The area around Leland has trails that wind through forests, dunes, and near Lake Michigan’s shoreline. Many enjoy nearby paths in state parks, appreciated for varied terrain and scenic overlooks.

  • What are some family activities we can do in Leland?

    Families often explore the Fishtown docks, enjoy ice cream from local shops, or spend time beachcombing and swimming. Picnics in waterside parks and gentle hikes suit visitors of all ages.

  • What are some of the best day trip ideas from Leland?

    Guests often explore nearby state parks, discover neighboring villages with local markets, or visit regional wineries and orchards. The peninsula has scenic drives, beaches, and opportunities for outdoor recreation.

  • Are there any pet friendly accommodations available in Leland?

    Many accommodations in Leland welcome pets, especially in independent cottages and some vacation homes. You will find that several properties have outdoor areas, and the local beaches and trails often make it easy to explore with your dog.

  • What are some local tips for visiting Leland?

    Explore early to experience local shops, and try the fresh catches at the historic fish town. Many visitors enjoy strolling along the waterfront, and packing a windbreaker is wise as lake breezes can be cool, even in summer.

  • What is Leland known for?

    Leland is known for its historic Fishtown, a collection of working fishing shanties and docks, as well as its role as a gateway to lakeshore recreation. The area’s focus on fishing, cherry orchards, and local wines shapes its character.

  • What are the best hidden gems to explore in Leland?

    Discover quieter lakefront spots or seek out lesser-known art galleries tucked in the village. Some visitors enjoy seasonal farm stands or local preserves known for birdwatching and peaceful trails.

  • What are the best foods to try in Leland?

    Locally caught whitefish and smoked fish are frequently suggested, often found at the fish town’s markets. Seasonal berries, cherry-based sweets, and baked goods reflect the area’s agricultural character. Many guests enjoy sampling local wines with their meals.

  • What should I bring for a trip to Leland?

    Pack comfortable walking shoes, layers for changing weather, and swimwear if you plan to explore the beaches. In cooler months, a warm jacket, hat, and gloves are helpful. Sunscreen and a reusable water bottle are practical for outdoor activities.

  • What is the nightlife in Leland like?

    Leland’s nightlife is relaxed and centers around local taverns, casual bars, and live music at some venues. Many enjoy gathering at lakeside patios or sampling regional craft beverages in the evenings.

  • What are the most popular events or festivals in Leland?

    Leland hosts community events such as a summer wine and food festival and seasonal markets. Art fairs and celebrations around harvest time are also frequently suggested by locals.

  • Are there family friendly vacation rentals in Leland?

    Leland has vacation rentals suited for families, with options near village conveniences and the water. Many houses include outdoor space for children to play, and some are within walking distance to markets or beaches.

Destinations to explore